{[(2R,3R,5R)-3-amino-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2930
• Molecular Formular: C10H16N3O7P
• Molecular Mass: 321.223701
• Monoisotopic Mass: 321.0725865
• SMILES: Cc1cn([C@H]2C[C@@H](N)[C@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O
• Canonical SMILES: N[C@@H]1C[C@@H](O[C@H]1COP(=O)(O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H16N3O7P/c1-5-3-13(10(15)12-9(5)14)8-2-6(11)7(20-8)4-19-21(16,17)18/h3,6-8H,2,4,11H2,1H3,(H,12,14,15)(H2,16,17,18)/t6-,7+,8-/m1/s1
• InChIKey: BQZMHQZNZNBJNF-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,5R)-3-amino-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3R,5R)-3-amino-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid
• Synonyms: Phosphoric Acid Mono-[3-Amino-5-(5-Methyl-2,4-Dioxo-3,4-Dihydro-2h-Pyrimidin-1-Yl)-Tetrahydro-Furan-2-Ylmethyl] Ester

Database IDs

• PubChem SID: 46507265; 160966377
• PubChem CID: 46936617

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2644653
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.424078
• LogD (pH = 7.4): -3.4862916
• Log P: -2.3620174
• Molar Refractivity: 67.9424 cm^3
• Polarizability: 27.366985 Å^3
• Polar Surface Area: 151.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.6
• LOG S: -1.76
• Solubility (Water): 5.61e+00 g/l

DETAILS

DrugBank - DB03233

Drug information: experimental